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Flights from Fort Myers to Chicago
Cheap flight deals from Fort Myers to Chicago Starting at AED 147
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopRSW 06:003h 20mNonstopORD 08:20Fort Myers - Chicago | Tue, Mar 25 | Frontier AirlinesMDW 19:593hNonstopRSW 23:59Chicago - Fort Myers | Tue, Apr 1 | Frontier AirlinesAED 147 AED 55273% OFF73% OFFAED 552 AED 147
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Thu, Apr 17 | Frontier AirlinesMDW 20:503h 9mNonstopRSW 00:59Chicago - Fort Myers | Sun, Apr 20 | Frontier AirlinesAED 334 AED 55239% OFF39% OFFAED 552 AED 334
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Thu, Apr 3 | Frontier AirlinesMDW 20:503h 9mNonstopRSW 00:59Chicago - Fort Myers | Sun, Apr 6 | Frontier AirlinesAED 349 AED 55237% OFF37% OFFAED 552 AED 349
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Thu, Apr 10 | Frontier AirlinesORD 11:542h 51mNonstopRSW 15:45Chicago - Fort Myers | Fri, Apr 11 | Spirit AirlinesAED 38031% OFFAED 552 AED 380
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RSW 11:303h 13mNonstopORD 13:43Fort Myers - Chicago | Tue, Mar 25 | Spirit AirlinesORD 14:453h 2mNonstopRSW 18:47Chicago - Fort Myers | Wed, Mar 26 | Spirit AirlinesAED 40726% OFFAED 552 AED 407
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RSW 14:423h 18mNonstopORD 17:00Fort Myers - Chicago | Mon, Mar 24 | Spirit AirlinesMDW 19:493h 1mNonstopRSW 23:50Chicago - Fort Myers | Tue, Mar 25 | Frontier AirlinesAED 41824% OFFAED 552 AED 418
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RSW 15:153h 10mNonstopORD 17:25Fort Myers - Chicago | Thu, Apr 24 | Spirit AirlinesORD 11:542h 51mNonstopRSW 15:45Chicago - Fort Myers | Tue, Apr 29 | Spirit AirlinesAED 41824% OFFAED 552 AED 418
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RSW 21:463h 12mNonstopORD 23:58Fort Myers - Chicago | Fri, Mar 21 | Spirit AirlinesMDW 19:493h 1mNonstopRSW 23:50Chicago - Fort Myers | Thu, Mar 27 | Frontier AirlinesAED 43022% OFFAED 552 AED 430
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RSW 06:153h 21mNonstopORD 08:36Fort Myers - Chicago | Tue, Apr 15 | Frontier AirlinesMDW 19:593hNonstopRSW 23:59Chicago - Fort Myers | Sat, Apr 19 | Frontier AirlinesAED 43122% OFFAED 552 AED 431
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RSW 11:239h 28m1 stopsMDW 19:51Fort Myers - Chicago | Tue, Apr 8 | Frontier AirlinesMDW 19:593hNonstopRSW 23:59Chicago - Fort Myers | Tue, Apr 15 | Frontier AirlinesAED 40527% OFFAED 552 AED 405
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FMY 13:0017h 25m1 stopsCHI Invalid DateFort Myers - Chicago | Sun, Mar 23 | Normal AirlineCHI 15:006hNonstopFMY 16:00Chicago - Fort Myers | Tue, Mar 25 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopRSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Sun, Apr 13 | Frontier AirlinesAED 203 AED 70371% OFF71% OFFAED 703 AED 203
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Sat, Apr 19 | Frontier AirlinesAED 206 AED 70371% OFF71% OFFAED 703 AED 206
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RSW 21:463h 12mNonstopORD 23:58Fort Myers - Chicago | Tue, Mar 25 | Spirit AirlinesAED 207 AED 70371% OFF71% OFFAED 703 AED 207
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Thu, Apr 10 | Frontier AirlinesAED 22169% OFFAED 703 AED 221
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RSW 06:003h 20mNonstopORD 08:20Fort Myers - Chicago | Sun, Mar 23 | Frontier AirlinesAED 26263% OFFAED 703 AED 262
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RSW 14:423h 18mNonstopORD 17:00Fort Myers - Chicago | Sun, Mar 23 | Spirit AirlinesAED 31355% OFFAED 703 AED 313
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RSW 06:003h 21mNonstopORD 08:21Fort Myers - Chicago | Sat, Apr 12 | Frontier AirlinesAED 32154% OFFAED 703 AED 321
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RSW 06:003h 20mNonstopORD 08:20Fort Myers - Chicago | Sat, Mar 22 | Frontier AirlinesAED 54922% OFFAED 703 AED 549
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RSW 10:118h 17m1 stopsMDW 17:28Fort Myers - Chicago | Mon, May 5 | Frontier AirlinesAED 32454% OFFAED 703 AED 324
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RSW 20:5124h1 stopsMDW 19:51Fort Myers - Chicago | Mon, Apr 7 | Frontier AirlinesAED 33452% OFFAED 703 AED 334
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FMY 13:0017h 25m1 stopsCHI Invalid DateFort Myers - Chicago | Sun, Mar 23 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Fort Myers (FMY) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Fort Myers to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Fort Myers (FMY) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 4,527. -
How long does it take to fly from Fort Myers (FMY) to Chicago (CHI)?
It takes about 4 hours 32 minutes to fly from Fort Myers (FMY) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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What are the most popular airlines that fly from Fort Myers (FMY) to Chicago (CHI)?
Airlines with flights from Fort Myers (FMY) to Chicago (CHI): United Airlines, Alaska Airlines, Southwest Airlines, American Airlines and Air New Zealand. -
What's the most popular airline for non-stop flights from Fort Myers (FMY) to Chicago (CHI)?
United Airlines operates 2 non-stop flights from Fort Myers (FMY) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Fort Myers to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Fort Myers to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Fort Myers to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Fort Myers to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Sun, Apr 13 at AED 203 for one-way flights.
Compare cheap Fort Myers to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Fort Myers to Chicago. The cheapest airline operating is Frontier Airlines.
Set up a Price Alert
By setting up a Price Alert for your Fort Myers to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Fort Myers to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Fort Myers to Chicago to get exclusive deals for you.
Flight Info | Fort Myers to Chicago
Cheapest one-way flight price | AED 203 |
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Cheapest return ticket price | AED 147 |
Off-season for travel | March |
Peak season for travel | June |
Flight distance | 1,780.05 km |
Average flight time | 4 hours 32 minutes |
Popular airline | Alaska Airlines |
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